[(6R,9S,12S,18S)-9-Benzyl-6-carbamoyl-18-(3-guanidino-propyl)-7-methyl-8,11,14,17,20-pentaoxo-2,7,10,13,16,19-hexaaza-tricyclo[22.4.0.(0)4,(28)]octacosa-1(28),3,24,26-tetraen-12-yl]-acetic acid

ID: ALA4592077

Chembl Id: CHEMBL4592077

PubChem CID: 155569254

Max Phase: Preclinical

Molecular Formula: C37H48N10O8

Molecular Weight: 760.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)CCCc2cccc3c(c[nH]c23)C[C@@H]1C(N)=O

Standard InChI:  InChI=1S/C37H48N10O8/c1-47-28(33(38)52)17-23-19-42-32-22(10-5-12-24(23)32)11-6-14-29(48)44-25(13-7-15-41-37(39)40)34(53)43-20-30(49)45-26(18-31(50)51)35(54)46-27(36(47)55)16-21-8-3-2-4-9-21/h2-5,8-10,12,19,25-28,42H,6-7,11,13-18,20H2,1H3,(H2,38,52)(H,43,53)(H,44,48)(H,45,49)(H,46,54)(H,50,51)(H4,39,40,41)/t25-,26-,27-,28+/m0/s1

Standard InChI Key:  KDVWFGZFEJOVIX-LAJGZZDBSA-N

Alternative Forms

1. Parent:

   

   ALA4592077

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 760.85

Molecular Weight (Monoisotopic): 760.3657

AlogP: -1.09

#Rotatable Bonds: 9

Polar Surface Area: 294.79

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.98

CX Basic pKa: 11.62

CX LogP: -3.09

CX LogD: -3.09

Aromatic Rings: 3

Heavy Atoms: 55

QED Weighted: 0.07

Np Likeness Score: 0.57

References

1. Kemker I, Schnepel C, Schröder DC, Marion A, Sewald N..  (2019)  Cyclization of RGD Peptides by Suzuki-Miyaura Cross-Coupling.,  62  (16): [PMID:31306009] [10.1021/acs.jmedchem.9b00360]

Source

Source(1):

• Scientific Literature